Isopropyl iodide → 2-(1-Isopropyl-1H-pyrazol-3-yl)ethanol

HRID 440924Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 440924
[NH:1]1[CH:5]=[CH:4][C:3]([CH2:6][CH2:7][OH:8])=[N:2]1.C(=O)([O-])[O-].[Na+].[Na+].I[CH:16]([CH3:18])[CH3:17]>CN(C)C=O>[CH:16]([N:1]1[CH:5]=[CH:4][C:3]([CH2:6][CH2:7][OH:8])=[N:2]1)([CH3:18])[CH3:17]

Komponenten

5

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of 1.0 gm (9.0 mMol) 2-(3-pyrazolyl)-1-ethanol in 36 mL dimethylformamide were added 2.38 gm (22.5 mMol) sodium carbonate followed by the dropwise addition of a solution of 0.89 mL (9.0 mMol) 2-iodopropane in 8 mL dimethylformamide. The reaction mixture was heated to 100° C. for 18 hours. The reaction mixture was then cooled to ambient and then concentrated under reduced pressure. The residue was partitioned between water and dichloromethane. The organic phase was then washed with water followed by saturated aqueous sodium chloride and was then dried over sodium sulfate. The remaining organics were concentrated under reduced pressure to give 0.36 gm (26.0%) of the title compound as a brown oil. 1H-NMR (DMSO-d6): δ7.50 (s, 1H); 7.25 (s, 1H); 4.60 (t, 1H); 4.40 (m, 1H); 3.50 (m, 2H); 2.55 (t, 2H); 1.35(d, 6H).

Aufarbeitung

  1. temperatureThe reaction mixture was then cooled to ambient and
  2. concentrationthen concentrated under reduced pressure
  3. customThe residue was partitioned between water and dichloromethane
  4. washThe organic phase was then washed with water
  5. dry with materialwas then dried over sodium sulfate
  6. concentrationThe remaining organics were concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-84b065ed62b74dad9076e0210c9790b8
Quelldatensatz
uspto-grants-1996_05
Patentnummer
US05521196

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